Silanediol versus chlorosilanol: hydrolyses and hydrogen-bonding catalyses with fenchole-based silanes.

ABSTRACT: Biphenyl-2,2'-bisfenchyloxydichlorosilane (7, BIFOXSiCl₂) is synthesized and employed as precursor for the new silanols biphenyl-2,2'-bisfenchyloxychlorosilanol (8, BIFOXSiCl(OH)) and biphenyl-2,2'-bisfenchyloxysilanediol (9, BIFOXSi(OH)₂). BIFOXSiCl₂ (7) shows a remarkable stability against hydrolysis, yielding silanediol 9 under enforced conditions. A kinetic study for the hydrolysis of dichlorosilane 7 shows a 263 times slower reaction compared to reference bis-(2,4,6-tri-tert-butylphenoxy)dichlorosilane (14), known for its low hydrolytic reactivity. Computational analyses explain the slow hydrolyses of BIFOXSiCl₂ (7) to BIFOXSiCl(OH) (8, E _a = 32.6 kcal mo

SUBMITTER: Fox F 

PROVIDER: S-EPMC6350884 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature